Find Casinos in Shepherdstown, WV

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Top Shepherdstown Casinos

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown
9.8 out of 10, Exceptional, (65)
"We truly loved this location and definitely will be back!"
United States
Astrid
The price is AED 145
AED 385 total
includes taxes & fees
16 Dec - 17 Dec
❤️ Secluded 1940s Romantic Tiny House on the River

Hampton Inn Martinsburg

2.5 star property
Martinsburg
8.6 out of 10, Excellent, (993)
"The staff was professional and the rooms were clean"
United States
Sandra
The price is AED 306
AED 345 total
includes taxes & fees
11 Dec - 12 Dec
Hampton Inn Martinsburg

Clarion Inn Harpers Ferry - Charles Town

2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1013)
"Very nice people in the front desk"
United States
Ximena
The price is AED 328
AED 367 total
includes taxes & fees
14 Dec - 15 Dec
Clarion Inn Harpers Ferry - Charles Town

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

Hagerstown
10.0 out of 10, Exceptional, (123)
"We were very pleased with our stay. We enjoyed the privacy and the house"
United States
Kristine B.
The price is AED 380
AED 606 total
includes taxes & fees
7 Dec - 8 Dec
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
Charles Town
8.6 out of 10, Excellent, (1010)
"I loved how clean the hotel was the check-in process was easy and even the people working upfront or super nice."
United States
Paul
The price is AED 234
AED 265 total
includes taxes & fees
18 Dec - 19 Dec
Rodeway Inn & Suites - Charles Town, WV

Harmony Lodge nestled in wooded tranquility!

Myersville
9.6 out of 10, Exceptional, (60)
"Our stay was very relaxing. The cabin is beautifully put together. The bed was extremely comfortable. The owner was very nice. The pool was amazing. The property is very beautifully. Our dogs loved that they could run around. The only downside was the area for the dogs to run around in wasnt very well lit so it was very dark and had to use my flashlight. Other then than, we had an amazing time!!"
United States
Jennifer R.
The price is AED 606
AED 1,063 total
includes taxes & fees
6 Dec - 7 Dec
Harmony Lodge nestled in wooded tranquility!

Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

Sharpsburg
10.0 out of 10, Exceptional, (39)
"We had an amazing time - lots of walks and places to see - very historical - winery right next door which was an added bonus - accommodation was everything we needed and more - look out for a friendly cat that paid a few visits - thank you Jordan for a great time and will definitely come back to the area"
United Kingdom
Jo W.
The price is AED 349
AED 1,014 total
includes taxes & fees
8 Dec - 9 Dec
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

The Inn at Charles Town - Hollywood Casino

3.0 star property
Charles Town
8.6 out of 10, Excellent, (516)
"Staff was courteous….helpful…room was clean and comfortable "
United States
David
The price is AED 735
AED 859 total
includes taxes & fees
2 Jan - 3 January 2026
The Inn at Charles Town - Hollywood Casino

The Carriage Inn B&B

3.5 star property
Charles Town
9.6 out of 10, Exceptional, (438)
"Excellent accommodations and breakfast. "
United States
William
The price is AED 457
AED 516 total
includes taxes & fees
8 Dec - 9 Dec
The Carriage Inn B&B

The River House

Charles Town
10.0 out of 10, Exceptional, (10)
"Host communicated well. Great location right on the river. Family had a great time. "
United States
Geoff C.
The price is AED 410
AED 1,045 total
includes taxes & fees
8 Dec - 9 Dec
The River House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Shepherdstown Hotel Reviews

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Frequently asked questions

Searching for casino hotels in Shepherdstown?
If you're planning a gaming trip to Shepherdstown, you can roll the dice at Hollywood Casino at Charles Town Races, located 9.5 mi (15.2 km) away, though it's not the only place to visit while you're here. Visitors enjoy the historic sites and riverfront in this destination.
How many hotels that are good for gaming will I find in Shepherdstown?
Hit the casinos and have a good night's sleep at one of Expedia's 20 accommodations near casino gaming in Shepherdstown.
When should I take my casino trip to Shepherdstown?
You might spend a lot of your vacation inside, but if you're planning to venture beyond the casino, taking a look at local weather data can help you. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Shepherdstown is 47 inches.
What is there to do in Shepherdstown?
You can head to Maddex Square, Hagerstown Premium Outlets, or Valley Mall to shop for the perfect souvenir. Shepherdstown is known for its historic sites, and you can check out cultural spots such as Shepherdstown Museum, John Brown Wax Museum, and Apollo Civic Theatre. For more to see and do, you can plan to visit Shepherdstown Visitors Center and Shepherdstown Opera House.
What are my transportation options for my casino getaway to Shepherdstown?
Here are some transportation options in Shepherdstown: You can book a flight to the nearest airport, which is Martinsburg, WV (MRB-Eastern West Virginia Regional), situated 10.1 mi (16.3 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.